Mrv1909 07262218002D          

 26 27  0  0  1  0            999 V2000
   -3.5713    0.4110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5725   -0.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8576   -0.8291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1412   -0.4158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1441    0.4146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8594    0.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8619    1.6488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2859    0.8233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4261   -0.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7123   -0.4135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0028   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136    0.4114    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0041   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0002    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0010    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7153    0.4136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7166   -0.4113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4291    0.8272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1442    0.4158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1410   -0.4067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8553   -0.8180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5701   -0.4043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5662    0.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8513    0.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2785    0.8410    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2859   -0.8147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 11 13  2  0  0  0  0
 11 17  1  0  0  0  0
  1  2  2  0  0  0  0
 12 14  1  0  0  0  0
  6  7  1  0  0  0  0
 14 15  2  0  0  0  0
  3  4  2  0  0  0  0
 14 16  1  0  0  0  0
  1  8  1  0  0  0  0
 16 18  2  0  0  0  0
  4  9  1  0  0  0  0
 18 19  1  0  0  0  0
  4  5  1  0  0  0  0
 19 20  2  0  0  0  0
  9 10  1  0  0  0  0
 20 21  1  0  0  0  0
  2  3  1  0  0  0  0
 21 22  2  0  0  0  0
 10 11  1  0  0  0  0
 22 23  1  0  0  0  0
  5  6  2  0  0  0  0
 23 24  2  0  0  0  0
 24 19  1  0  0  0  0
 10 12  1  1  0  0  0
 23 25  1  0  0  0  0
  6  1  1  0  0  0  0
 22 26  1  0  0  0  0
M  END
> <DATABASE_ID>
DB16865

> <DATABASE_NAME>
drugbank

> <SMILES>
OC(=O)[C@@H](CC1=CC=C(O)C(O)=C1)OC(=O)\C=C\C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)/b6-3+/t16-/m1/s1

> <INCHI_KEY>
DOUMFZQKYFQNTF-WUTVXBCWSA-N

> <FORMULA>
C18H16O8

> <MOLECULAR_WEIGHT>
360.318

> <EXACT_MASS>
360.084517475

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
-0.0007385618752325138

> <JCHEM_AVERAGE_POLARIZABILITY>
34.61720563762913

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid

> <ALOGPS_LOGP>
2.57

> <JCHEM_LOGP>
3.004126281

> <ALOGPS_LOGS>
-3.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NEUTRAL_CHARGE>
-1

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.944066768560225

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1312932183061957

> <JCHEM_PKA_STRONGEST_BASIC>
-6.283762279508309

> <JCHEM_POLAR_SURFACE_AREA>
144.51999999999998

> <JCHEM_REFRACTIVITY>
90.9501

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.07e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
rosemary acid

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB16865

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Rosmarinic acid

> <SYNONYMS>
Labiatenic acid; Labiatic acid; Rosemary acid

$$$$